title: β-Type glycosidic bond formation by palladium-catalyzed decarboxylative allylation.
abstract: Decarboxylative allylation of glycals: A β-type glycosidic bond has been constructed in high regio- and stereoselectivity by means of a palladium-catalyzed decarboxylative O-glycosylation. Various kinds of glycals with different protecting groups have been examined for this reaction to afford a diverse set of glycosylated products, including phenolic O-glycosides, thiophenolic S-glycoside, aliphatic O-glycosides, and disaccharides with excellent β-selectivity and reasonable to excellent yields.
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371 (Singapore).
authors.forename: Shaohua
authors.initials: S
authors.lastname: Xiang
authors.forename: Zhiqiang
authors.initials: Z
authors.lastname: Lu
authors.forename: Jingxi
authors.initials: J
authors.lastname: He
authors.forename: Kim
authors.initials: K
authors.lastname: Le Maihoang
authors.forename: Jing
authors.initials: J
authors.lastname: Zeng
authors.forename: Xue-Wei
authors.initials: XW
authors.lastname: Liu
mesh_terms: D002384:Catalysis; D004187:Disaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*
chemical_list: D004187:Disaccharides; D006027:Glycosides; D010165:Palladium
keywords: allylation; carbonates; glycals; glycosylation; palladium